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来自红平红球菌MAK154的一种新型NADP⁺依赖性L-1-氨基-2-丙醇脱氢酶:一种用于生产双手性氨基醇的有前景的酶。

A novel NADP+-dependent L-1-amino-2-propanol dehydrogenase from Rhodococcus erythropolis MAK154: a promising enzyme for the production of double chiral aminoalcohols.

作者信息

Kataoka M, Nakamura Y, Urano N, Ishige T, Shi G, Kita S, Sakamoto K, Shimizu S

机构信息

Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Sakyo-ku, Kyoto, Japan.

出版信息

Lett Appl Microbiol. 2006 Oct;43(4):430-5. doi: 10.1111/j.1472-765X.2006.01970.x.

Abstract

AIM

A novel NADP(+)-dependent L-1-amino-2-propanol dehydrogenase was isolated from Rhodococcus erythropolis MAK154, and characterized.

METHODS AND RESULTS

The enzyme was inducibly produced on cultivation with aminoalcohols such as 1-amino-2-propanol, 1-amino-2-butanol and 2-aminocyclohexanol. The enzyme catalyses the NADP(+)-dependent oxidation of several aminoalcohols, and also the NADPH-dependent asymmetric reduction of an aminoketone compound to a double chiral aminoalcohol, d-pseudoephedrine. Amino acid sequence analysis showed that the enzyme might belong to the short-chain dehydrogenase/reductase family.

CONCLUSIONS

NADP(+)-dependent L-1-amino-2-propanol dehydrogenase isolated from R. erythropolis MAK154 reversibly catalysed dehydrogenation of aminoalcohols, and exhibited a unique sterospecifity for the reduction reaction.

SIGNIFICANCE AND IMPACT OF THE STUDY

The enzyme is a promising catalyst for the production of double chiral compound, d-pseudoephedrine, from prochiral substrate.

摘要

目的

从红平红球菌MAK154中分离并鉴定一种新型的依赖烟酰胺腺嘌呤二核苷酸磷酸(NADP(+))的L-1-氨基-2-丙醇脱氢酶。

方法与结果

该酶在用氨基醇(如1-氨基-2-丙醇、1-氨基-2-丁醇和2-氨基环己醇)培养时可诱导产生。该酶催化多种氨基醇的NADP(+)依赖性氧化反应,还催化氨基酮化合物的NADPH依赖性不对称还原反应生成双手性氨基醇d-伪麻黄碱。氨基酸序列分析表明该酶可能属于短链脱氢酶/还原酶家族。

结论

从红平红球菌MAK154中分离得到的依赖NADP(+)的L-1-氨基-2-丙醇脱氢酶可逆地催化氨基醇的脱氢反应,并且在还原反应中表现出独特的立体特异性。

研究的意义和影响

该酶是一种有前景的催化剂,可用于从前手性底物生产双手性化合物d-伪麻黄碱。

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